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Applied Biochemistry and Biotechnology

, Volume 187, Issue 4, pp 1398–1423 | Cite as

Synthesis and Pharmacological Evaluation of Novel Selenoethers Glycerol Derivatives for the Treatment of Pain and Inflammation: Involvement of Nitrergic and Glutamatergic Systems

  • Gelson PerinEmail author
  • Helen A. Goulart
  • Liane K. Soares
  • Thiago J. Peglow
  • Ricardo F. Schumacher
  • Mikaela P. Pinz
  • Angélica S. Reis
  • Cristiane Luchese
  • Ethel A. WilhelmEmail author
Article
  • 93 Downloads

Abstract

In the present study, the synthesis of new selenoethers from nucleophilic substitution reaction between organyl halides and nucleophilic species of selenium generated in situ was demonstrated. After, this method was applied for the synthesis of pyridylselenides glycerol derivatives 9b and 9c and the antinociceptive and anti-inflammatory effects, as well as, acute toxicity were evaluated. In the formalin test, the compound 9b caused a reduction in licking time in both phases. Compounds 9b and 9c increased the latency to response in the hot-plate test and reduced the licking time induced by glutamate. Our results revealed the involvement of the nitrergic and/or glutamatergic pathways in the antinociceptive action of the compounds. Additionally, 9b and 9c did not cause any toxicity signals and oxidative stress parameters were not modified by treatments. Here, it was developed an alternative and efficient method for the synthesis of selenoethers glycerol derivatives. Furthermore, we demonstrated that this class is indeed interesting for the research of new drugs.

Graphical Abstract

Keywords

Nociception Nitric oxide Glutamate Selenoether Glycerol 3-Aminopyridil compounds 

Notes

Acknowledgments

The authors are grateful to CNPq, FAPERGS, CAPES, and FINEP for the financial support. CNPq is also acknowledged for the fellowship for C.L., E.A.W. and G.P.

Contributors

The authors declare that they participated in the research and/or article preparation and approved the final article.

Funding

This study was supported by Brazilian agencies CNPq (UNIVERSAL 408874/2016-3) and FAPERGS (PRONEM 16/2551-0000240-1, PRONUPEQ 16/2551-0000526-5; PqG 17/2551-0001013-2).

Compliance with Ethical Standards

Conflict of Interest

The authors declare that they have no conflict of interest.

Supplementary material

12010_2018_2887_MOESM1_ESM.docx (1.2 mb)
ESM 1 (DOCX 1248 kb)

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Authors and Affiliations

  1. 1.Laboratório de Síntese Orgânica Limpa – LASOL, CCQFAUniversidade Federal de Pelotas – UFPelPelotasBrazil
  2. 2.Departamento de QuímicaUniversidade Federal de Santa Maria – UFSMSanta MariaBrazil
  3. 3.Laboratório de Pesquisa em Farmacologia Bioquímica – LaFarBio, Grupo de Pesquisa em Neurobiotecnologia, CCQFAUniversidade Federal de Pelotas, UFPelPelotasBrazil

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